title: Synthesis and characterization of a proton transfer salt between 2,6-pyridinedicarboxylic acid and 2-aminobenzothiazole, and its complexes and their inhibition studies on carbonic anhydrase isoenzymes.
abstract: A novel proton transfer compound (HABT)(+)(Hdipic)(-) (1) obtained from ABT and H2dipic and its metal complexes (2-5) have been prepared and characterized by spectroscopic techniques. Single crystal X-ray diffraction method has also been applied to 2 and 5. While complex 2 has a distorted octahedral conformation, 5 exhibits a distorted square pyramidal structure. The structures of 3 and 4 might be proposed as octahedral according to experimental data. All compounds were also evaluated for their in vitro inhibition effects on hCA I and II for their hydratase and esterase activities. Although there is no inhibition for hydratase activities, all compounds have inhibited the esterase activities of hCA I and II. The comparison of the inhibition studies of 1-5 to parent compounds indicates that 1-5 have superior inhibitory effects. The inhibition effects of 2-5 are also compared to inhibitory properties of the metal complexes of ABT and H2dipic, revealing an improved transfection profile.
authors.affiliation: Department of Chemistry, Faculty of Arts and Sciences, Dumlupınar University , Kütahya , Turkey .
authors.forename: Halil
authors.initials: H
authors.lastname: İlkimen
authors.forename: Cengiz
authors.initials: C
authors.lastname: Yenikaya
authors.forename: Musa
authors.initials: M
authors.lastname: Sarı
authors.forename: Metin
authors.initials: M
authors.lastname: Bülbül
authors.forename: Ekrem
authors.initials: E
authors.lastname: Tunca
authors.forename: Hakan
authors.initials: H
authors.lastname: Dal
mesh_terms: D052160:Benzothiazoles / Q000737:chemistry*; D024401:Carbonic Anhydrase I / Q000737:chemistry* / Q000302:isolation & purification; D024402:Carbonic Anhydrase II / Q000737:chemistry* / Q000302:isolation & purification; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry*; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry*; D018360:Crystallography, X-Ray; D057075:Enzyme Assays; D004912:Erythrocytes / Q000737:chemistry / Q000201:enzymology; D006801:Humans; D006860:Hydrogen Bonding; D019216:Metals, Heavy / Q000737:chemistry; D010848:Picolinic Acids; D011522:Protons; D011725:Pyridines / Q000737:chemistry*; D012492:Salts / Q000138:chemical synthesis / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D052160:Benzothiazoles; D002257:Carbonic Anhydrase Inhibitors; D056831:Coordination Complexes; D019216:Metals, Heavy; D010848:Picolinic Acids; D011522:Protons; D011725:Pyridines; D012492:Salts; C523775:aminobenzothiazole compound; D024401:Carbonic Anhydrase I; D024402:Carbonic Anhydrase II; C004860:dipicolinic acid
keywords: 2-Aminobenzothiazole; carbonic anydrase; dipicolinic acid; inhibition; proton transfer